1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Methyl 2-(4-(4'-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

HRID 881727ノート

反応式

HRID 881727 の反応式
[CH:1]1([C:5]([NH:7][NH:8][C:9](=S)[NH:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23]45[CH2:30][CH2:29][C:26]([CH2:31][C:32]([O:34][CH3:35])=[O:33])([CH2:27][CH2:28]4)[O:25][CH2:24]5)=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1.C(N=C=NCCCN(C)C)C>C(Cl)Cl>[CH:1]1([C:5]2[O:6][C:9]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][C:20]([C:23]56[CH2:30][CH2:29][C:26]([CH2:31][C:32]([O:34][CH3:35])=[O:33])([CH2:27][CH2:28]5)[O:25][CH2:24]6)=[CH:19][CH:18]=4)=[CH:13][CH:12]=3)=[N:8][N:7]=2)[CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 86700833Methyl 2-(4-(4'-(2-(cyclobutanecarbonyl) hydrazinecarbothioamido) biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

生成物 1

HCID 86700834Methyl 2-(4-(4'-(5-cyclobutyl-1,3,4-oxadiazol-2-ylamino)biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate収率 90%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a reaction vial containing methyl 2-(4-(4′-(2-(cyclobutanecarbonyl)hydrazinecarbothioamido) biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (300 mg, 0.59 mmol) was added DCM (6 ml) at room temperature. 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (204 mg, 1.06 mmol) was added and the mixture was stirred at room temperature for overnight. The reaction mixture was purified directly via column chromatography affording the title compound as off-white solid after drying (252 mg, 90% yield). LC/MS, ESI-MS(+): 474.4, RT: 1.40 (Condition E).

後処理

  1. customThe reaction mixture was purified directly via column chromatography

出典と根拠

ORDレコード
ord-df603e5309844ee88e1574a173f87aa3
出典データセット
uspto-grants-2015_03
特許番号
US08993619B2

反応ノート

読み込み中…